title: Kinetic resolution of racemic α-hydroxyphosphonates by asymmetric esterification using achiral carboxylic acids with pivalic anhydride and a chiral acyl-transfer catalyst.
abstract: A practical protocol is developed to directly provide chiral α-acyloxyphosphonates and α-hydroxyphosphonates from (±)-α-hydroxyphosphonates utilizing the transacylation process to generate the mixed anhydrides from acid components and pivalic anhydride in the presence of organocatalysts (s-value = 33-518).
authors.affiliation: Department of Applied Chemisty, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan. shiina@rs.kagu.tus.ac.jp.
authors.forename: Isamu
authors.initials: I
authors.lastname: Shiina
authors.forename: Keisuke
authors.initials: K
authors.lastname: Ono
authors.forename: Takayoshi
authors.initials: T
authors.lastname: Nakahara
mesh_terms: D002264:Carboxylic Acids; D004158:Diphenylacetic Acids / Q000737:chemistry; D004951:Esterification; D007700:Kinetics; D010421:Pentanoic Acids / Q000737:chemistry; D010757:Phosphorous Acids / Q000302:isolation & purification*; D013237:Stereoisomerism; D013773:Tetramisole / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D002264:Carboxylic Acids; D004158:Diphenylacetic Acids; D010421:Pentanoic Acids; D010757:Phosphorous Acids; C515434:benzotetramisole; C048464:pivalic anhydride; C037760:diphenylacetic acid; D013773:Tetramisole